Abstract
N-Benzyloxycarbonyl (Cbz) protected piperidines are hydroxylated with greater regioselectivity than the corresponding N-benzoyl analogues when incubated with the fungus Beauveria bassiana ATCC 7159. Cbz-protected piperidines 1-3, 5-7, have been biotransformed by growing cell suspensions of this fungus to yield predominantly 4-hydroxylated products in up to 48% yield. The regiospecificity of hydroxylation was only compromised significantly with N-Cbz-3-methylpiperidine 3 and N-Cbz-2-methylpiperidine 4 where hydroxylation occurred in both the 3 and 4 positions.
Original language | English |
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Pages (from-to) | 3365-3370 |
Number of pages | 6 |
Journal | Journal of the Chemical Society-Perkin Transactions 1 |
Issue number | 20 |
Publication status | Published - 21 Oct 1998 |
Keywords
- MICROBIAL HYDROXYLATION
- ENANTIOMERIC EXCESS
- SULFURESCENS
- 2-CYCLOALKYLBENZOXAZOLES
- TRANSFORMATIONS
- FUNGAL